A QM/QTAIM detailed look at the Watson-Crick↔wobble tautomeric transformations of the 2-aminopurine·pyrimidine mispairs

Journal of Biomolecular Structure & Dynamics
Ol'ha O Brovarets'Dmytro M Hovorun

Abstract

This work is devoted to the careful QM/QTAIM analysis of the evolution of the basic physico-chemical parameters along the intrinsic reaction coordinate (IRC) of the biologically important 2AP·T(WC)↔2AP·T*(w) and 2AP·C*(WC)↔2AP·C(w) Watson-Crick(WC)↔wobble(w) tautomeric transformations obtained at each point of the IRC using original authors' methodology. Established profiles reflect the high similarity between the courses of these processes. Basing on the scrupulous analysis of the profiles of their geometric and electron-topological parameters, it was established that the dipole-active WC↔w tautomerizations of the Watson-Crick-like 2AP·T(WC)/2AP·C*(WC) mispairs, stabilized by the two classical N3H⋯N1, N2H⋯O2 and one weak C6H⋯O4/N4 H-bonds, into the wobble 2AP·T*(w)/2AP·C(w) base pairs, respectively, joined by the two classical N2H⋯N3 and O4/N4H⋯N1 H-bonds, proceed via the concerted stepwise mechanism through the sequential intrapair proton transfer and subsequent large-scale shifting of the bases relative each other, through the planar, highly stable, zwitterionic transition states stabilized by the participation of the four H-bonds - N1+H⋯O4-/N4-, N1+H⋯N3-, N2+H⋯N3-, and N2+H⋯O2-. Moreover, it was found out that the 2AP·T(WC)...Continue Reading

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Citations

Aug 18, 2018·Journal of Biomolecular Structure & Dynamics·Soundrapandian SuganthiIsrael V M V Enoch
Jul 27, 2018·Journal of Biomolecular Structure & Dynamics·Ol'ha O Brovarets', Dmytro M Hovorun
Apr 21, 2018·Journal of Biomolecular Structure & Dynamics·Ol'ha O Brovarets', Dmytro M Hovorun
Mar 2, 2019·Journal of Biomolecular Structure & Dynamics·Pradeep PantB Jayaram
Mar 15, 2018·Frontiers in Chemistry·Ol'ha O Brovarets'Dmytro M Hovorun

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Software Mentioned

Gaussian
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AIMAll

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